Night and the City (1992)

Harry Fabian (Robert De Niro) is a failed lawyer. Helen Nasseros (Jessica Lange) is a common waitress. Together they get in a downward spiral, as they can't seem to deal with there problems. The lawyer just failed winning a case in court against a famous boxing organiser and he wants revenge by catching the organizer on his own territory: boxing. Although he knows nothing about boxing, with his fine talk he finds the help of a couple of people like the brother of his new enemy. But the relationship with his waitress doesn't make things double as hard.